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ChemicalBook--->CAS DataBase List--->35212-22-7

35212-22-7

35212-22-7 Structure

35212-22-7 Structure
IdentificationMore
[Name]

Ipriflavone
[CAS]

35212-22-7
[Synonyms]

7-(1-methylethoxy)-3-phenyl-4h-1-benzopyron-4-one
7-ISOPROPOXY-3-PHENYL-4H-1-BENZOPYRAN-4-ONE
7-ISOPROPOXYISOFLAVONE
7-ISOPROPYLOXYISOFLAVONE
7-Isoproxyisoflavone
IPRIFLAVONE
osteofix
YAMBOLAP
7-(1-methylethoxy)-3-phenyl-4h-1-benzopyran-4-on
7-(1-methylethoxy)-3-phenyl-4h-1-benzopyran-4-one
fl113
osten
tc80
Iprflavone
IPRIFLAVONE(P)
Ipriflavon
7-ISOPROPOXY-3-PHENYL-4H-1-BENZOPYRAN-4-ONE 97%
7-ISOPROPOXYISOFLAVONE JP
IOPAMIDOLUSP2960166-93-0
IPRIFLAVONE (7-ISOPROPOXYISOFLAVONE)
[EINECS(EC#)]

201-641-0
[Molecular Formula]

C18H16O3
[MDL Number]

MFCD00221719
[Molecular Weight]

280.32
[MOL File]

35212-22-7.mol
Chemical PropertiesBack Directory
[Appearance]

white powder
[Melting point ]

116-120 °C(lit.)
[Boiling point ]

363.04°C (rough estimate)
[density ]

1.2170 (rough estimate)
[refractive index ]

1.4700 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMF:20.0(Max Conc. mg/mL);71.35(Max Conc. mM)
DMF:PBS (pH 7.2) (1:4):0.2(Max Conc. mg/mL);0.71(Max Conc. mM)
DMSO:33.11(Max Conc. mg/mL);118.11(Max Conc. mM)
Ethanol:1.5(Max Conc. mg/mL);5.35(Max Conc. mM)
[form ]

powder to crystal
[color ]

White to Almost white
[Merck ]

5074
[InChI]

InChI=1S/C18H16O3/c1-12(2)21-14-8-9-15-17(10-14)20-11-16(18(15)19)13-6-4-3-5-7-13/h3-12H,1-2H3
[InChIKey]

SFBODOKJTYAUCM-UHFFFAOYSA-N
[SMILES]

C1OC2=CC(OC(C)C)=CC=C2C(=O)C=1C1=CC=CC=C1
[LogP]

4.245 (est)
[CAS DataBase Reference]

35212-22-7(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

2
[RTECS ]

DJ3100500
[HS Code ]

29329990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Acetic acid-->Potassium carbonate-->Zinc chloride-->Resorcinol-->Benzeneacetonitrile-->Phenylacetic acid-->2-Bromopropane-->PHENYLZINC BROMIDE-->2',4'-Dihydroxy-2-phenylacetophenone-->Tetraphenyltin-->7-Hydroxyisoflavone-->2-Iodopropane
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ipriflavone(35212-22-7).msds
Hazard InformationBack Directory
[Description]

Ipriflavone(35212-22-7), a derivative of isoflavone, is a calcium metabolism regulator useful in the treatment of primary and secondary osteoporosis, as well as disorders of osteogenesis. It appears to be without significant side-effects.
[Chemical Properties]

white powder
[Originator]

Chinoin (Japan)
[Uses]

anabolic
[Definition]

ChEBI: A member of the class of isoflavones that is isoflavone in which the hydrogen at position 7 is replaced by an isopropoxy group. A synthetic isoflavone, it was formerly used for the treatment of osteoporosis, although a randomised controlled study failed to show any benefit. It is still used to prevent osteoporosis in post-menopausal women.
[Brand name]

Osten
[benefits]

Ipriflavone(35212-22-7) is used clinically to treat osteoporosis. Bodybuilders also use ipriflavone, but enough experimental data supports this purpose. It has been shown to have anti-inflammatory and antioxidant activity. It helps to reduce bone loss, increase bone density, and reduce the risk of developing osteoporosis. It has also been found to help reduce neuroinflammation . In addition, it has been found to help reduce the risk of certain types of cancer, improve cognitive function and reduce the risk of depression.
[General Description]

7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one (Ipriflavone,35212-22-7), a synthetic flavonoid, is reported to stimulate the activity of osteoblasts. It is reported to promote the deposition of calcium and the formation of mineralized nodules by newborn rat calvarial osteoblast-like (ROB) cells as well as the activity of alkaline phosphatase. Ipriflavone, an isoflavone derivative, is a new drug used to decrease bone loss in osteoporosis.
[Side effects]

Ipriflavone should be taken under medical supervision only. It can produce side effects such as stomach pain, diarrhoea, dizziness, etc. It may have a sudden increase in the WBC count if administered for six months or more. When the treatment with Ipriflavone is on, it is suggested that the WBC count should be monitored. 
[in vitro]

Ipriflavone inhibits the proliferation and DNA synthesis of MDA-231 cells and blocks the ligand-induced phosphorylation of Tyr(845) of the EGFR. Ipriflavone does not promote apoptosis of MDA-231 cells. Ipriflavone also promotes the deposition of calcium and the formation of mineralized nodules by newborn rat calvarial osteoblast-like cells as well as the activity of alkaline phosphatase.
[in vivo]

Ipriflavone ameliorated the host inflammatory response associated with activation of NLRP3 inflammasomes at the implantation site, which was characterised by inflammatory cell infiltration and reduced levels of the pro-inflammatory cytokine interleukin-1β. Daily oral administration of ipriflavone at 12 mg/mouse significantly inhibits the development of new osteolytic bone metastases and the progression of established osteolytic lesions, prolonging the life of tumor-bearing mice. Ipriflavone reduces the number of osteoclasts at the bone-cancer interface with no severe adverse effects on the host. 1-month treatment with ipriflavone increases bone density and improves the biomechanical properties of adult rat male bones without altering mineral composition.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Ipriflavone(35212-22-7)MS
Ipriflavone(35212-22-7)1HNMR
Ipriflavone(35212-22-7)IR1
Ipriflavone(35212-22-7)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

35212-22-7(sigmaaldrich)
[TCI AMERICA]

Ipriflavone,>98.0%(GC)(35212-22-7)
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